Ethyl docosahexaenoate

Base Information

• Chemical Name: Ethyl docosahexaenoate
• CAS No.: 81926-94-5
• Molecular Formula: C24H36O2
• Molecular Weight: 356.549
• UNII: 7PO7G8PA8M
• DSSTox Substance ID: DTXSID701026353
• Wikidata: Q27105106
• NCI Thesaurus Code: C78086
• ChEMBL ID: CHEMBL2447914
• Mol file: 81926-94-5.mol

Synonyms:(all-Z)-isomer, no locants for unsaturation of 4,7,10,13,16,19-docosahexaenoic acid ethyl ester;4,7,10,13,16,19-docosahexaenoic acid ethyl ester;4,7,10,13,16,19-docosahexaenoic acid ethyl ester, (all-Z)-isomer;DH-ethyl ester;docosahexaenoic acid ethyl ester

Chemical Property of Ethyl docosahexaenoate

Chemical Property:

• Boiling Point: 443.5±24.0 °C(Predicted)
• PSA: 40.13000
• Density: 0.914±0.06 g/cm3(Predicted)
• LogP: 5.99440
• Storage Temp.: Refrigerator
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 356.271530387
• Heavy Atom Count: 26
• Complexity: 490

Purity/Quality:

98%,99%, ^*data from raw suppliers

Docosahexaenoic Acid Ethyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCC=CCC=CCC=CCCC(=O)OCC
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)OCC

Technology Process of Ethyl docosahexaenoate

There total 19 articles about Ethyl docosahexaenoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ all-(Z)-ethyl 4,7,10,13,16,19-docosahexaenoate (81926-94-5,84494-72-4) + eicosapentaenoic acid ethyl ester (86227-47-6,84494-70-2)

Guidance literature:

Purification / work up;

Reference yield:

ethanol (64-17-5) + (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyl chloride (98776-99-9,158754-21-3) → all-(Z)-ethyl 4,7,10,13,16,19-docosahexaenoate (81926-94-5,84494-72-4)

Guidance literature:

With triethylamine; In hexane; at 0 - 20 ℃;

Reference yield:

docosahexaenoic acid (6217-54-5) + ethanol (64-17-5) + Diethyl carbonate (105-58-8,76619-83-5) → all-(Z)-ethyl 4,7,10,13,16,19-docosahexaenoate (81926-94-5,84494-72-4)

Guidance literature:

With immobilized Candida antarctica Lipase B; In neat (no solvent); at 60 ℃; Green chemistry; Enzymatic reaction;

DOI:10.1016/j.molcatb.2012.04.009

upstream raw materials:

(4Z,7Z,10Z)-13-Oxo-trideca-4,7,10-trienoic acid ethyl ester

hex-5-en-2-yn-1-ol

(Z,Z)-1-hydroxynona-3,6-diene

Deca-4,7-diyne-1,2,10-triol

Downstream raw materials:

(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyl chloride

all-cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester

methyl 3-(3-((2Z,5Z,8Z,11Z,14Z)-heptadeca-2,5,8,11,14-pentaen-1-yl)oxiran-2-yl)propanoate

docosahexaenoic acid

Refernces

• 1、 -. "METHODS OF PREPARING FREE POLYUNSATURATED FATTY ACIDS". Page/Page column 28. . Retrieved 2012/09/10.
• 2、 -. "Compositions and methods of omega polyunsaturated fatty acids for the treatment of oral diseases". Page/Page column 2-3. . Retrieved 2011/05/05.